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About This Item
Empirical Formula (Hill Notation):
C11H14N2O
CAS Number:
Molecular Weight:
190.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
207-616-0
MDL number:
Assay:
≥99%, ≥99.0% (HPLC)
Form:
powder
Quality Segment
assay
≥99%, ≥99.0% (HPLC)
form
powder
optical activity
[α]/D -108±3°, c = 1% in ethanol
bp
218 °C/2 mmHg (lit.)
mp
154-156 °C (lit.)
SMILES string
O=C1C=CC=C2C3CNCC(C3)CN12
InChI
1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1
InChI key
ANJTVLIZGCUXLD-DTWKUNHWSA-N
General description
Cytisine was found to be more effective than nicotine-replacement therapy in helping smokers to quit smoking. It is an α4 β2 nicotinic receptor partial agonist. It is a plant alkaloid which is commercially extracted for use as a smoking cessation medication. Preparation of nicotine partial agonist cytisine via “in situ” Stille or Suzuki biaryl pyridine coupling has been reported. Cytisine is a competitive partial agonist at α4 subunit-containing nicotinic acetylcholine (nACh) receptors while at homomeric α7-nACh receptors it behaves as a full agonist with a relatively lower potency.
Application
Cytisine is suitable for use in a study to compare the effects of varenicline and cytisine on ethanol consumption by rats bred for many generations as high ethanol drinkers.
Cystine may be used as nicotine substitute in nicotine addiction therapy.
Biochem/physiol Actions
Potent agonist at α3β4 and α7 nicotinic acetylcholine receptors and partial agonist at α4β2 nicotinic acetylcholine receptors.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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